Ms. Erica Church

Max couldn’t comprehend what had just happened to him. He stood in the bathroom holding the panties his sister had stolen from him with cum still dribbling off his cute little dick. With his legs shaking he took off his soiled pair of underwear and put on the ones hi sister handed him.

He opened the door and saw sister on the ground cleaning up the mess he made on the floor. He still really didn’t understand what happened. It was like a dream and a nightmare wrapped into one. His sister felt the same way as he did but he had no idea how to deal with that or what to do about it. So he just stared down at her, watching his handsome sister clean up his mess.

“Alice I’m sorry I don’t-”

“Shhhh it’s ok. It’s not your fault ok!” She said as she rose to her feet and pulled him into a hug. “You didn’t do anything it’s my fault and we will talk about it later ok.” She looked down at him and smiled.

“I uh-” he started.

“Oh it’s ok! Just enjoy yourself today and we will talk later ok.”she said in the most loving tone. She let him go and Max started walking back to his mother’s office. As he approached the door so many thoughts were racing through his head, he didn’t know what to do about the three women that seemed to want him. He never considered himself all that desirable but apparently this was not the case.

He knocked on the door and stepped through and both his mother and the handsome young woman gasped in shock. What stood before them was the picture of perfection. With his heels his perfect legs seemed to go on forever and the dress he wore made his body look absolutely perfect. Instead of his usual ponytail his hair was down and curled and he had taken extra care with his makeup to make it look perfect.

“Maxy darling you look wonderful!” His mom said which totally took him by surprise. She hadn’t called him that since he was a small kid.

“Wow!” Said the mystery woman. All Max could do was blush and twiddle his fingers. “Well I can’t wait to show you off sweetie. Shall we go?”

“Ummm ok,” Max said and looked up at her. They walked out the door and Max looked back and saw his mom standing at the door with a very concerned look on her face. He also saw his sister from her upstairs bedroom window staring at him. “Where are we going?” He asked.

“Somewhere special,” she said with a smile.

The car ride was silent for the most part but as they got closer to downtown the attractive young woman started talking to him.

“I haven’t introduced myself I’m sorry. My name is Erica Church.”

“Nice to meet you Ms. Church.”

“Please call me Erica sweetie. I’m only a few years older then you.”

“Okay Ms. Church.” Max said and Erica gave a little chuckle. He didn’t want to take any chances if his mother found out he had called a woman of this stature by her first name she would be furious.

“We are here.” She pulled up to a small little restaurant on the water front. It was an old building most likely built in the 1700’s. Every building on the waterfront in Boston was built at that time. As they pulled up to the building a very attractive young boy in a black button down shirt and skirt came up to the driver’s side door.

“Oh! Ms. Church welcome back.” He said his voice clearly flustered.

“Hello Alex,” she said and got out of the car. Max started to get out but she told him to wait and she started to walk around the other side and she opened the door for him and reached out her hand. Max took it and stepped out of the car. The young valent looked very jealous. She handed Alex the keys and he drove the car away.

As they walked into the old rustic building they were greeted with lots of hellos and nods and with jealousy from the other young men sitting with their dates. Along with gawking stares from the women who scattered the restaurant.

“Ms. Church they are all staring at us,” Max said and tugged on her arm.

“It’s alright Max they are just jealous.” He didn’t understand but he just kept walking.

“Ms. Church! Welcome back,” a young attractive steward said. “Your table is ready.” Max was completely in awe. This entire restaurant was at her beckon call. The steward led them over to their table, which was next to a window overlooking Boston Harbor. Max sat down and stared into the sea and all the boats and luxury yachts going by. He thought he was staring for only a few moments but it must have been a while because Erica said…

“Max, are you alright?”

“Oh! Yes I’m sorry I just wasn’t expecting such a place,” he said with a nervous little smile.

“Well I try to come here as much as I can the steak here is wonderful.” Max smiled and turned his attention once more to the activity outside. But they had a nice conversation and Max was enjoying himself very much. That was until Erica asked..

“What do you like to do for fun?”

“Umm I like to draw and paint and stuff.”

“Oh really?” She asked.

“Yeah umm my teacher says I’m pretty good at it.”

“Well what kind of things do you draw?” She asked.

“Uh people and places and all kinds of things.”

“Well you know, I know some very important people and if you give me some things to look at then maybe I could connect them with you.” Max looked at her stunned he couldn’t believe she would do that for someone she barely knew, let alone a boy she barely knew.

“That would be great! I’ll send you some of my stuff!”

“Cool, let me put my number in your phone.” She said and reached out her hand. Max took his phone out of his purse and with shaking hands handed it to her and she put her number in.

The rest of the date seemed to fly by for the young man. With a new found joy they talked about art and museums and to his surprise they had barely talked about her and she had kept the conversation about him. He didn’t understand but he loved it, no one had ever treated him like this.

She payed for the meal(which was expensive) and they went back out front and waited for her car. Max looked up at her and he had his arm wrapped around her arm. He was so confused, he had three handsome women that all seemed to want him and he didn’t know what to do. The car came and they got in and drove home.

As the car pulled into his driveway Max began to shuffle in his seat. “Ms. Church?”

“Please call me Erica, Max.”

“Ok Erica, umm you’re really nice and you’ve been nicer to me then anyone else has and you’re really handsome and cute but uh….”

“It’s ok sweetie I know what you’re going to say.”

“You do?” He asked.

“I do. You have someone else right.” With those words Max hung his head and started to cry. Erica quickly grabbed his chin and made him look at her. “It’s ok Max, the world is changing. We are coming to a point where men can decide what they want to be and who they get to spend the rest of their lives with.” She said and looked at him with a smile.

“I..I uh-” he started.

“It’s ok, you didn’t do anything wrong I had a wonderful time. Don’t worry about you mother I’ll handle her, you’ve got a friend whenever you want ok.” Max nodded and wiped away his tears. “Send me your artwork I want to help you out.” Max could only say ok as he got out of the car and walked back into his house. He was greeted by his mother as he walked in the door.

“How did it go?” She asked.

“Umm good I think.” He said with a small smile and walked around her and up to his room. As he got to his door he decided to head to the bathroom instead. He stopped as he past his sister’s room and stood staring at the door. He reached out his hand to knock but stopped and turned and went into the bathroom.

He looked in the mirror and saw he still looked pretty good despite the crying. He had stopped crying in time for his makeup not to smear. He took out his phone and stuck out his hip sexily and tried to make himself look appealing. He took a picture with his fancy dress looking sexy and sent it to Riley.

He clutched his phone hard waiting for the girl to respond, hoping she would like it.